Urethane caprolactone

Crystalline polyesters are highly important as adhesive raw materials. They are normally crystalline waxes and are highly symmetrical in nature, which can aid the crystallization process [26]. Poly(hexamethylene adipate) and poly(caprolactone), shown in Table 2, are only two of the many crystallizable backbones. Poly(ethylene adipate) and poly(letramethylene adipate) are also commonly used in urethane adhesives. The crystalline polyesters are used in curing hot melts, waterborne polyurethanes, thermoplastic polyurethanes, and solvent-borne urethane adhesives. The adipates are available mostly as diols. The poly(caprolactones) are available as diols and triols. 

Guan JJ, Sacks MS, Beckman EJ, and Wagner WR. Synthesis, characterizadon, and cytocompadbility of elastomeric, biodegradable poly(ester-urethane) ureas based on poly(caprolactone) and pudescine. J Biomed Mater Res, 2002, 61, 493-503. 

The anionic method of polymerization is most useful for the synthesis of low molecular weight hydroxy-terminated oligomers and polymers that are to be further processed. For example, the treatment of hydroxy-terminated oligomers with isocyanates has been used to obtain polyester-urethanes (9,20), while triblock copolymers (PCL-PEG-PCL) are prepared by initiating the polymerization of e-caprolactone with the disodium alcoholate from polyethylene glycol (26). 

II. B polyethylene glycol, ethylene oxide, polystyrene, diisocyanates (urethanes), polyvinylchloride, chloroprene, THF, diglycolide, dilac-tide, <5-valerolactone, substituted e-caprolactones, 4-vinyl anisole, styrene, methyl methacrylate, and vinyl acetate. In addition to these species, many copolymers have been prepared from oligomers of PCL. In particular, a variety of polyester-urethanes have been synthesized from hydroxy-terminated PCL, some of which have achieved commercial status (9). Graft copolymers with acrylic acid, acrylonitrile, and styrene have been prepared using PCL as the backbone polymer (60). 

Balas, A., Palka, G., Foks, J., and Janik, H., Properties of cast urethane elastomers prepared from poly( e-caprolactone)s,... 

Two types of networks were prepared (i) randomly crosslinked polybutadiene, and (ii) model urethane networks, (a) polybutadiene based, and (b) poly(e-caprolactone) based. The randomly crosslinked networks were prepared from polybutadiene (Duragen 1203 obtained from General Tire and Rubber Co.) crosslinked with di-cumyl peroxide. Specifications of the as obtained polybutadiene are given in Table I. Polybutadiene was purified by dissolving in benzene and precipitating in methanol. Precipitated polybutadiene was redissolved in benzene. Seven different weights of dicumyl... 

This paper describes two types of novel urethane-acrylic IPNs for coating applications. The mode of preparation used was the simultaneous or SIN technique. In order to examine the effect of the soft segment on the properties and morphology of IPN coatings, the pendant hydroxy group in the hydroxyethylacrylate-butylmethacrylate copolymer was reacted with caprolactone to increase the chain length of the pendant hydroxy group. 

Bruin, P., Smedinga, J., Pennings, A.J., and Jonkman, M.E, Biodegradable lysine diisocyanate-based poly(glycolide-co-e-caprolactone)-urethane network in artificial skin. Biomaterials 11 191-295, 1990. 

Applications for the Stabaxol stabilizers include thermoplastic polyester urethanes, polyesteramide thermoplastic elastomers, castable polyester urethanes, polyester polyols, monofilament PET fibers, polycarbonates, polycarbonate/PETblends, EVA copolymers and poly(caprolactones). The thermal stabilization of poly(ethylene sulfide) is also accomplished with 4 % hexamethylenebis(t-butyl)carbodiimide and 2 % diphenylacetylene. Also, alternating carbon monoxide/ethylene copolymers are stabilized using aromatic carbodiimides. ... 

Preparation of Microcellular Foams. The major polyols for microcellular elastomers include aliphatic polyester diols having a molecular weight of about 1,000 to 3,000, and poly-epsilon-caprolactones. Poly(oxytetramethylene) glycols (PTMEG) can also be used. The polyisocyanates to be used for microcellular elastomers are TDI-prepolymers and liquid MDI, i.e., carbodiimide-modified MDI or urethane-modified MDI. Low-molecular-weight, active-hydrogen compounds such as chain extenders (difunctional compounds) and... 

Shaded cells indicate compatibility of polymer with solvent or crosslinker PLA poly(lactic acid), PGA poly(glycolic acid) PLGA poly(lactic-co-glycolic acid), PCL poly(e-caprolactone), PEU poly(ester urethane), PEEUU poly(ester ether urethane), PVA poly(vinyl alcohol), PEO poly(ethylene oxide), HA hyaluronic acid, DMF W,W-dimethylformamide, A4 acetic acid, FA formic acid, DCM dichloromethane, HFIP hexafluoroisopropanol, THF tetrahydrofuran, GA glutaraldehyde, NMMO N-methyl-morpholine A -o, idc/water (NMMO/water)... 

Polyesters derived from e-caprolactone and ethylene glycol and triols, such as trimethylolpropane, have been employed for the preparation of different types of urethane coatings, including nonyellowing systems (88. 89). These types of polyesters exhibit improved hydrolytic stability and low-temperature properties as compared to adipate polyester based urethanes. 

M. Pergal,V. Antid, G. Tovilovic, J. Nestorov, D.Vasiljevid-Radovid, J. Djonlagid, In vitro biocompatibility evaluation of novel urethane-siloxane co-polymers based on poly(e-caprolactone)-block-poly(dimethylsiloxane)-block-poly(e-caprolactone), J. Biomater. Sci. Polym. Ed. 23 (13) (2012) 1629-1657. 

A. Marcos-Fernandez, G.A. Abraham, J.L. Valentin, J.S. Roman, Synthesis and characterization of biodegradable non-toxic poly(ester-urethane-urea)s based on poly(e-caprolactone) and amino add derivatives, Polymer 47 (2006) 785-798. 

J. Guan, M.S. Sacks, E.J. Beckman, W.R. Wagner, Synthesis, characterization, and cytocompatibility of elastomarc, biodegradable poly(ester-urethane)ureas based on poly(caprolactone) and putres-cine, J. Biomed. Mater. Res. 61 (2002) 493-503. 

Storey RF, Wiggins JS, Puckett AD. Hydrolyzable poly(ester-urethane) networks from L-lysine diisocyanate and D,L-lactide/e-caprolactone homo- and copolyester triols. JPolym Sci, Part A Polym Chem 1994 32(12) 2345-2363. 

However, PLA can be pol5merized with diisocyanates to form poly(ester-urethane)s or with caprolactones to form poly(L-lactic acid-co-e-caprolactone-urethane)s. Such copolymers can be tailored as hard plastics or flexible elastomers and can have unique glass transition temperatures from -70°C to +60°C, tensile modulus from 2 MPa to 2000 MPa, and % strain from 1% to about 1000% (2). 

Urethane (isophorone-caprolactone) diacrylates Acrylated soybean or linseed oils... 

Magnus, G. (1965) Poly-e-caprolactone-based urethans. Rubber Age (New York),... 

Urethanes are a reaction product of a diisocyanate and long- and short-chain polyether, polyester, or caprolactone glycols [2]. The polyols and the short-chain diols react with the diisocyanates to form linear polyurethane molecules. This combination of diisocyanate and short-chain diol produces the rigid or hard segment. The polyols form the flexible or soft segment of the final molecule. Figure 8.1 shows the molecular structure in schematic form. 

SMPU containing polycarbonate segments were synthesized by the prepolymer method of an aliphatic polycarbonate diol. The macrodiol was synthesized by copolymerization of ethylene oxide in the presence of CO2 catalyzed by a polymer supported bimetallic catalyst [60]. In these polycarbonate urethanes Ttrans = 7g and was around 5 C. Another example with higher Ttrans are segmented polyesterurethanes based on a copolymer of L-lactide and e-caprolactone, providing the switching domains as well as the polyurethane from butanediol and 2,4-toluene diisocyanate [52]. Tsw could be adjusted between 28 and 53 °C. Rr was determined between 93 and 100%. 

Bacteria, mildew, fungi and algae are commonly encountered by plastics products during service. Fortunately, few synthetic polymers are attacked by them. The cellulosics, the polyester urethanes, the, caprolactone polyesters and the polysulfides are susceptible, and the ester group in polyesters may be cleaved. 

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